Title: Oakland Vacation Packages 2026 from $615 | Expedia.com [Oakland Travel Guide](https://expedia.com/Pittsburgh-Oakland.dx183908)[Hotels in Oakland](https://expedia.com/Oakland-Pittsburgh-Hotels.0-n183908-0.Travel-Guide-Filter-Hotels)[Flights to Pittsburgh](https://expedia.com/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)[Things to do in Pittsburgh](https://expedia.com/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)[Car Rentals in Oakland](https://expedia.com/Car-Rentals-In-Oakland.d183908.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183908/443b7585-02de-4d96-b9dc-a7bbd20b134f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oakland Vacations from $615 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Oakland Vacation From its cycling to its walking, there's tons to love about Oakland. Book a customized Oakland vacation package and get ready to fall for the delights of this neighborhood. When it's time to head out and explore, you'll find lots of big-name attractions nearby including [Acrisure Stadium](https://www.expedia.com/Acrisure-Stadium-North-Shore.d6058087.Vacation-Attraction), [University of Pittsburgh](https://www.expedia.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) and [PNC Park](https://www.expedia.com/PNC-Park-North-Shore.d6034814.Vacation-Attraction). Tick off one, two or all during your trip to Oakland. No matter your travel plans or budget, booking the ultimate Oakland vacation is simple with Expedia. ## The Latest Oakland Vacation Packages Price found within the past 48 hours. Click for updated prices. ![Stay Pittsburgh](https://images.trvl-media.com/lodging/78000000/77870000/77861900/77861820/7b586e0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stay Pittsburgh Downtown Pittsburgh Save 100% on your flight $615 per person May 1 - May 4 found 16 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT) 7.8/10 Good! (203 reviews) Clean and very cozy Reviewed on Feb 1, 2026 ![Hotel Indigo Pittsburgh University-Oakland by IHG](https://images.trvl-media.com/lodging/20000000/19910000/19901600/19901526/ad7a3ef2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Indigo Pittsburgh University-Oakland by IHG Oakland Save 100% on your flight $842 per person May 1 - May 4 found 15 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT) 8.6/10 Excellent! (1,002 reviews) The front desk staff were very nice, the room was clean, and check out was super easy. Reviewed on Feb 18, 2026 ![City Sights 2 Queen Beds Downtown Apt](https://images.trvl-media.com/lodging/105000000/104380000/104376600/104376557/cde18e83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### City Sights 2 Queen Beds Downtown Apt Downtown Pittsburgh Save 100% on your flight $1,043 per person May 1 - May 4 found 16 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT) 6/10 (1 review) ![2 Bedroom Downtown Apt City Views Park Walk](https://images.trvl-media.com/lodging/105000000/104380000/104376600/104376564/4306ae38_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 2 Bedroom Downtown Apt City Views Park Walk Downtown Pittsburgh Save 100% on your flight $1,028 per person May 1 - May 4 found 16 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT) No reviews ![2 Bedroom 2 Bath City Views](https://images.trvl-media.com/lodging/105000000/104380000/104376600/104376567/6869cff7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 2 Bedroom 2 Bath City Views Downtown Pittsburgh Save 100% on your flight $1,022 per person May 1 - May 4 found 16 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT) No reviews ## Where to stay in Oakland Find the best Oakland areas and neighborhoods for the activities you enjoy most. [Learn more about Oakland](https://expedia.com/Pittsburgh-Oakland.dx183908) ![Downtown Pittsburgh which includes a bridge and a river or creek](https://images.trvl-media.com/place/6057662/7df71e93-fe04-46c9-a8b8-caf07e34fbb5.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Pittsburgh 2 out of top 10 points of interest in this area 4.5/5(2,251 area reviews) Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks. [Find hotel + flight trips in Downtown Pittsburgh](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Pittsburgh&DestID=6057662&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![North Shore showing a river or creek, a bridge and a city](https://images.trvl-media.com/place/553248633938969308/c1d2f3a4-eff8-47ed-b1af-f88f96028a9d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North Shore 2 out of top 10 points of interest in this area 4.5/5(567 area reviews) Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations. [Find hotel + flight trips in North Shore](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Shore&DestID=553248633938969308&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![View of the Strip District, from Frank Curto Park in Pittsburgh, Pennsylvania](https://images.trvl-media.com/place/6343592/dc99580f-c44b-45af-9529-30dbfbc703a3.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Strip District 4/5(17 area reviews) Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months. [Find hotel + flight trips in Strip District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Strip%20District&DestID=6343592&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![PNC park! ](https://images.trvl-media.com/place/2800/66d2754a-1fd4-4b15-97e4-3eab6a9518c6.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North Side 1 out of top 10 points of interest in this area If you're spending time in North Side, check out sights like PNC Park or Ross Park Mall and hop on the metro to see more the city at North Side Station or Allegheny Station. [Find hotel + flight trips in North Side](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Side&DestID=891415173200363520&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![South Shore showing a city, landscape views and a river or creek](https://images.trvl-media.com/place/553248634333002587/46d6c5fe-6780-4437-8b35-94be38c886fb.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Mount Washington Restaurant Row and scenic leafy parks lie along the ridge of a famous hill, where George Washington mapped the terrain for the British. [Find hotel + flight trips in Mount Washington](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Mount%20Washington&DestID=6343586&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Oakland Hotel Deals ![Courtyard by Marriott Pittsburgh University Center](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Pittsburgh University Center 100 Lytton Avenue Pittsburgh PA Fully refundableReserve now, pay when you stay $122 nightly $139 total Mar 25 - Mar 26 Total with taxes and fees 9/10 Wonderful! (621 reviews) Room was spacious and vlean Reviewed on Feb 25, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F25%2F2026&endDate=3%2F26%2F2026&selected=3215&PinnedHotelID=3215&HadPinnedHotel=true®ionId=183908) ![Hotel Indigo Pittsburgh University-Oakland by IHG](https://images.trvl-media.com/lodging/20000000/19910000/19901600/19901526/ad7a3ef2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Indigo Pittsburgh University-Oakland by IHG 329 Technology Drive Pittsburgh PA Fully refundable $119 nightly $136 total Mar 1 - Mar 2 Total with taxes and fees 8.6/10 Excellent! (1,000 reviews) Room was clean , staff was friendly! Absolutely wonderful stay . Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=19901526&PinnedHotelID=19901526&HadPinnedHotel=true®ionId=183908) ![The Oaklander Hotel, Autograph Collection](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/7bfc4a39_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Oaklander Hotel, Autograph Collection 5130 Bigelow Boulevard Pittsburgh PA Fully refundableReserve now, pay when you stay $195 nightly $222 total Mar 22 - Mar 23 Total with taxes and fees 9.2/10 Wonderful! (743 reviews) Autograph hotels are my preferred choice hotel, but this one does not meet the expectations whatsoever. It was filthy and needs a deep clean. The base of the toilet had urine stains, There were yellow stains all over the walls of the bathroom. Mold in the shower. The Nespresso machine with filthy. ... Reviewed on Feb 21, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=28852483&PinnedHotelID=28852483&HadPinnedHotel=true®ionId=183908) [See all 1,931 properties in Oakland](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=183908) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ### Discover the most popular places to visit in Oakland ![University of Pittsburgh in Pittsburgh, PA ](https://images.trvl-media.com/place/6090505/783a779d-9b7b-411b-8978-ebc0679a7952.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Pittsburgh 4.5/5(843 reviews) Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area. [](https://expedia.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) ![Carnegie Museum of Natural History which includes interior views and views](https://images.trvl-media.com/place/6078701/3465d6b7-2fa2-461f-8376-102e6e82bbe2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Carnegie Museum of Natural History 4.5/5(48 reviews) From rare jaguars to geological marvels and ancient fossils, you’ll find it all at this Pittsburgh institution, one of the country’s largest natural history museums. [](https://expedia.com/Carnegie-Museum-Of-Natural-History-Oakland.d6078701.Vacation-Attraction) ![Carnegie Museum of Art featuring art, a statue or sculpture and interior views](https://images.trvl-media.com/place/6078685/733a42fe-96c3-439b-b965-506fbb2da522.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Carnegie Museum of Art 5/5(4 reviews) If you like your art with a modern twist, you’re in for a treat at this exceptional museum, which also features impressive furniture and architecture galleries. [](https://expedia.com/Carnegie-Museum-Of-Art-Oakland.d6078685.Vacation-Attraction) ### Things to do ![Pittsburgh Pirates Baseball Game at PNC Park](https://mediaim.expedia.com/localexpert/47588434/46caf93c-4ad7-4691-b0b3-50be180a65d4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh Pirates Baseball Game at PNC Park $70 per adult [](https://expedia.com/things-to-do/pittsburgh-pirates-baseball-game-at-pnc-park.a47588434.activity-details) ![Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena](https://mediaim.expedia.com/localexpert/47588438/9191c759-53fb-49fa-8583-0093ee671ca3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena $92 per adult [](https://expedia.com/things-to-do/pittsburgh-penguins-ice-hockey-game-at-ppg-paints-arena.a47588438.activity-details) ![Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl](https://mediaim.expedia.com/localexpert/697587/fb378b65-03b5-422b-84c6-ec829fe06b75.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl $13 per adult [](https://expedia.com/things-to-do/pittsburgh-bar-hunt-party-through-pittsburgh-bar-crawl.a697587.activity-details) [See all activities in Pittsburgh](https://expedia.com/things-to-do/search?rid=183908) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Pittsburgh Hotels ](https://www.expedia.com/Pittsburgh-Hotels.d601717.Travel-Guide-Hotels) - [Hotels near Downtown Pittsburgh ](https://www.expedia.com/Downtown-Pittsburgh-Pittsburgh-Hotels.0-n6057662-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Pittsburgh ](https://www.expedia.com/University-Of-Pittsburgh-Hotels.0-l6090505-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Pittsburgh Medical Center ](https://www.expedia.com/University-Of-Pittsburgh-Medical-Center-Hotels.0-l6333442-0.Travel-Guide-Filter-Hotels) - [Hotels near Petersen Events Center ](https://www.expedia.com/Petersen-Events-Center-Hotels.0-l6269545-0.Travel-Guide-Filter-Hotels) - [Hotels near Soldiers and Sailors Memorial Hall and Museum ](https://www.expedia.com/Soldiers-And-Sailors-Memorial-Hall-And-Museum-Hotels.0-l553248621532660398-0.Travel-Guide-Filter-Hotels) - [Hotels near Cathedral of Learning ](https://www.expedia.com/Cathedral-Of-Learning-Hotels.0-l6269525-0.Travel-Guide-Filter-Hotels) - [Hotels near Heinz Memorial Chapel ](https://www.expedia.com/Heinz-Memorial-Chapel-Hotels.0-l553248621532660399-0.Travel-Guide-Filter-Hotels) - [Hotels near Carnegie Library of Pittsburgh ](https://www.expedia.com/Carnegie-Library-Of-Pittsburgh-Hotels.0-l553248621565061305-0.Travel-Guide-Filter-Hotels) - [Hotels near North Oakland ](https://www.expedia.com/North-Oakland-Pittsburgh-Hotels.0-n553248635976474181-0.Travel-Guide-Filter-Hotels) - [Hotels near Carnegie Museum of Natural History ](https://www.expedia.com/Carnegie-Museum-Of-Natural-History-Hotels.0-l6078701-0.Travel-Guide-Filter-Hotels) - [Hotels near Pittsburgh Playhouse ](https://www.expedia.com/Pittsburgh-Playhouse-Hotels.0-l6269559-0.Travel-Guide-Filter-Hotels) - [Hotels near Central Oakland ](https://www.expedia.com/Central-Oakland-Pittsburgh-Hotels.0-n553248635074842122-0.Travel-Guide-Filter-Hotels) - [Hotels near Tour-Ed Mine ](https://www.expedia.com/Tour-Ed-Mine-Hotels.0-l553248621533116455-0.Travel-Guide-Filter-Hotels) - 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